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Acetic Acid → HCID 11841701, Verbindung

HRID 904822
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 904822
[C:1]([NH:4][CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:15])(=[O:3])[CH3:2].[BH4-].[Na+].C(O)(=O)C>C(O)C>[C:1]([NH:4][C@@H:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C@H:6]1[OH:15])(=[O:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 9859076HCID 9859076, Verbindung

Produkt 1

HCID 11841701HCID 11841701, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of the 2-acetamido-3,4-dihydronaphthalen-1(2H)-one from Step A in absolute ethanol (150 ml) was added sodium borohydride (2.0 gms, 0.05 m) in portions. The reaction mixture was stirred at room temperature for 1/2 hour. Acetic acid was added dropwise to destroy the excess sodium borohydride. The reaction mixture was poured into water and extracted with ethyl acetate (3×150 ml). The ethyl acetate was washed with saturated aqueous sodium chloride (150 ml) and dried over anhydrous sodium sulfate. After filtration the solvent was removed under reduced pressure to yield 5.5 gms (54%, over Steps A and B), of product as a solid.

Aufarbeitung

  1. customto destroy the excess sodium borohydride
  2. additionThe reaction mixture was poured into water
  3. extractionextracted with ethyl acetate (3×150 ml)
  4. washThe ethyl acetate was washed with saturated aqueous sodium chloride (150 ml)
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationAfter filtration the solvent
  7. customwas removed under reduced pressure
  8. customto yield 5.5 gms (54%, over Steps A and B)

Quellen und Nachweise

ORD-Eintrag
ord-be04bfdb20004457acb2cd6e96904541
Quelldatensatz
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04420480

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